5-trifluoromethoxy-3-phenyl-3-(pyridin-2-ylmethyl)indolin-2-one | 1225284-10-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-trifluoromethoxy-3-phenyl-3-(pyridin-2-ylmethyl)indolin-2-one
• 英文别名: 3-Phenyl-3-(2-pyridylmethyl)-5-(trifluoromethoxy)indoline-2-one；3-phenyl-3-(pyridin-2-ylmethyl)-5-(trifluoromethoxy)-1H-indol-2-one
• CAS: 1225284-10-5
• 化学式: C₂₁H₁₅F₃N₂O₂
• 分子量: 384.358
• InChiKey: CTBNTGCCHODUGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-hydroxy-5-trifluoromethoxy-3-(pyridin-2-ylmethyl)indolin-2-one 、 苯 在 三氟甲磺酸 作用下， 反应 2.0h， 以77%的产率得到5-trifluoromethoxy-3-phenyl-3-(pyridin-2-ylmethyl)indolin-2-one
  参考文献：
  名称：

  Preparation of aryl-substituted 2-oxyindoles by superelectrophilic chemistry

  摘要：

  A series of pyridyl-substituted 3-hydroxy-2-oxyindoles have been prepared and reacted with arenes in superacid promoted Friedel-Crafts reactions. The product aryl-substituted 2-oxyindoles are formed in generally good yields. With substituted arenes such as toluene, bromobenzene, or ethyl salicylate, the Friedel-Crafts reactions occur with excellent regioselectivity. A mechanism is proposed involving dicationic, superelectrophilic species leading to the electrophilic aromatic substitution chemistry. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.011

文献信息

• Screening Assay for Insecticides
  申请人：Bernasconi Paul

  公开号：US20110263585A1

  公开（公告）日：2011-10-27

  The present invention relates to polypeptides, preferably from Drosophila melanogaster (DmShaI) as target for insecticides.
• US9029080B2
  申请人：——

  公开号：US9029080B2

  公开（公告）日：2015-05-12
• Preparation of aryl-substituted 2-oxyindoles by superelectrophilic chemistry
  作者：Rajasekhar Reddy Naredla、Erum K. Raja、Douglas A. Klumpp

  DOI：10.1016/j.tetlet.2013.04.011

  日期：2013.6

  A series of pyridyl-substituted 3-hydroxy-2-oxyindoles have been prepared and reacted with arenes in superacid promoted Friedel-Crafts reactions. The product aryl-substituted 2-oxyindoles are formed in generally good yields. With substituted arenes such as toluene, bromobenzene, or ethyl salicylate, the Friedel-Crafts reactions occur with excellent regioselectivity. A mechanism is proposed involving dicationic, superelectrophilic species leading to the electrophilic aromatic substitution chemistry. (C) 2013 Elsevier Ltd. All rights reserved.